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| | 1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Basic information |
| Product Name: | 1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol | | Synonyms: | 1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol;D-threo-PPMP (PPMP);1R,2R-(+)-1-PHENYL-2-PALMITOYLAMINO-3-N-MORPHOLINE-1-PROPANOL;D-THREO-PPMP;N-[(1R,2R)-2-hydroxyl-1-(4-monopholinylmethyl)-2-phenylethyl]decanamid;Hexadecanamide, N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]- | | CAS: | 139889-53-5 | | MF: | C29H50N2O3 | | MW: | 474.72 | | EINECS: | | | Product Categories: | | | Mol File: | 139889-53-5.mol |  |
| | 1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Chemical Properties |
| storage temp. | -20°C | | form | powder | | InChIKey | OFBANDBMHLEMFA-XRKRLSELSA-N | | SMILES | O[C@H](C1=CC=CC=C1)[C@H](NC(CCCCCCCCCCCCCCC)=O)CN2CCOCC2 |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids |
| | 1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Usage And Synthesis |
| Description | D-threo-PPMP also known as 1R,2R-(+)-1-phenyl-2-palmitoylamino-3-N-morpholine-1-propanol, is a bioactive sphingolipid. It plays a vital role in regulation of ceramide metabolism. D-threo-PPMP influences cytokinesis failure and glycosylation by inhibiting glucosyl ceramide synthase (GCS). D-threo-PPMP also stops acylation reaction by inhibiting the activity of 1-O-acylceramide synthase (1-O-ACS). | | Uses | D-threo-PPMP is a potent inhibitor of glucosylceramide (GlcCer) synthase. D-threo-PPMP can block karyokinesis and reduce cyst production[1][2]. | | in vitro | On the other hand, D-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (PPMP), an inhibitor of glucosylceramide synthesis, blocked karyokinesis and reduced cyst production in culture. PPMP also altered the expression of cyst wall protein transcripts in encysting cells._x000D_
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Reference: Infect Immun. 2008 Jul;76(7):2939-49. https://pubmed.ncbi.nlm.nih.gov/18426892/ | | target | D-threo-PPMP is a potent inhibitor of glucosylceramide (GlcCer) synthase. | | References | [1] Gouazé V, et, al. Glucosylceramide synthase blockade down-regulates P-glycoprotein and resensitizes multidrug-resistant breast cancer cells to anticancer drugs. Cancer Res. 2005 May 1;65(9):3861-7. DOI:10.1158/0008-5472.CAN-04-2329
[2] Hernandez Y. Novel role of sphingolipid synthesis genes in regulating giardial encystation. Infect Immun. 2008 Jul;76(7):2939-49. DOI:10.1128/IAI.00116-08
[3] Wu X, et, al. Liquid chromatography method for quantifying D-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (D-threo-PPMP) in mouse plasma and liver. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Jun 6;837(1-2):44-8. DOI:10.1016/j.jchromb.2006.03.060 |
| | 1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol Preparation Products And Raw materials |
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